After a sell-out first year, The Bootleggers Run returns to the Wairarapa for another wild day of vintage wheels, fine wine, and a touch of mischief. 

Hosted by The White Swan, teams will set off across the region — collecting contraband (the fun kind), tasting their way through local wineries, and earning their loot as they go.

At every stop, you’ll flash your Bootleggers Passport to claim your cut — special offers, treats, and a little contraband from our local friends along the way.

So, dress in your finest tweed, suspenders, and 1920s swagger, and gather your crew for a day of laughter, stories, and spirited competition!